1,3,4-Trisubstituted pyrrolidine CCR5 receptor antagonists. Part 4: Synthesis of N-1 acidic functionality affording analogues with enhanced antiviral activity against HIV

Christopher L. Lynch; Jeffrey J. Hale; Richard J. Budhu; Amy L. Gentry; Sander G. Mills; Kevin T. Chapman; Malcolm MacCoss; Lorraine Malkowitz; Martin S. Springer; Sandra L. Gould; Julie A. DeMartino; Salvatore J. Siciliano; Margaret A. Cascieri; Anthony Carella; Gwen Carver; Karen Holmes; William A. Schleif; Renee Danzeisen; Daria Hazuda; Joseph Kessler; Janet Lineberger; Michael Miller; Emilio A. Emini

Journal Article

1,3,4-Trisubstituted pyrrolidine CCR5 receptor antagonists. Part 4: Synthesis of N-1 acidic functionality affording analogues with enhanced antiviral activity against HIV

Bioorganic and Medicinal Chemistry Letters (2002) 12(20) 3001-3004

DOI: 10.1016/S0960-894X(02)00606-6

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Abstract

A series of α-(pyrrolidin-1-yl)acetic acids is presented as selective and potent antivirals against HIV. Several of the pyrrolidine zwitterions demonstrated reasonable in vitro properties, enhanced antiviral activities and improved pharmacokinetic profiles over pyrrolidine 1.

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Lynch, C. L., Hale, J. J., Budhu, R. J., Gentry, A. L., Mills, S. G., Chapman, K. T., … Emini, E. A. (2002). 1,3,4-Trisubstituted pyrrolidine CCR5 receptor antagonists. Part 4: Synthesis of N-1 acidic functionality affording analogues with enhanced antiviral activity against HIV. Bioorganic and Medicinal Chemistry Letters, 12(20), 3001–3004. https://doi.org/10.1016/S0960-894X(02)00606-6

1,3,4-Trisubstituted pyrrolidine CCR5 receptor antagonists. Part 4: Synthesis of N-1 acidic functionality affording analogues with enhanced antiviral activity against HIV

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